325-57-5Relevant articles and documents
Stereoselective Mannich Reaction of N-(tert-Butylsulfinyl)imines with 3-Fluorooxindoles and Fluoroacetamides
Chen, Xiangyu,Li, Ya,Zhao, Jianbo,Zheng, Buquan,Lu, Qi,Ren, Xinfeng
, p. 3057 - 3062 (2017)
A diastereoselective Mannich reaction has been developed for the construction of stereogenic C?F units by the reaction of α-fluoro-substituted amides, including highly activated 3-fluoro-oxindoles, and simple linear fluoroacetamides with N-tert-butylsulfinylimines. This method provides a concise route to a variety of structurally diverse α-fluoro-β-amino amides containing stereogenic fluorinated carbon centers. This protocol has the benefit of using readily accessible starting materials and is operationally simple. The Mannich reactions of cyclic and linear α-fluoro-substituted amides resulted in different stereochemical outcomes, suggesting that these substrates reacted via closed and open transition states, respectively. (Figure presented.).
